Reaktion #311668

ord-0f6d3b02f5f144b39706e25be041f421

Reaktionsgleichung

CCON=O
ethyl nitrite
Cc1ccncn1
4-Methyl-pyrimidine
Cl
HCl
ON=Cc1ccncn1
title compound
Ausbeute 71.0%
ON=Cc1ccncn1
4-Formyl-pyrimidine-oxime
Ausbeute 71.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat 5°
  2. 2
    SonstigeThe thus formed 4-formyl-pyrimidine-oxime hydrochloride was separated by filtration
  3. 3
    workup.DISSOLUTIONdissolved in water
  4. 4
    workup.ADDITIONby adding Na2CO3

Vorschrift

4-Methyl-pyrimidine (0.1 M) was added to 100 ml of ethanol containing 3.5 g (0.1 M) of HCl. While keeping the reaction mixture at 5° there was added over 60 minutes a solution of 9 g (0.12 M) of ethyl nitrite in 60 ml of ethyl alcohol, whereupon the whole was kept under stirring for 1 hour at room temperature. The thus formed 4-formyl-pyrimidine-oxime hydrochloride was separated by filtration, dissolved in water and the aqueous solution neutralized by adding Na2CO3. The title compound was finally obtained by filtration and drying. M.p. 154°-155°. Yield 71%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04232156uspto-grants-1980_11